Photochemistry of 1,2-dihydronaphthalene oxide: concurrent triplet and singlet processes via singlet excitation |
| |
Authors: | White Rick C Arney Benny E White Katherine M |
| |
Institution: | Department of Chemistry, Sam Houston State University, Huntsville, Texas 77341, USA. chm_bea@shsu.edu |
| |
Abstract: | The photochemistry of 1,2-dihydronaphthalene oxide (254 nm) was reexamined and indan was found to be a primary photoproduct, as well as the traditionally assumed secondary photoproduct. Quenching studies demonstrated that indan, as a primary photoproduct, is derived from a triplet pathway, competing with a singlet route, back to the ground state surface. CASSCF calculations strongly suggest that the triplet pathway consists of a dissociation of the oxirane moiety to give a triplet carbene and aldehyde, which via hydrogen abstraction-decarbonylation-ISC recloses to give indan. Conical intersections corresponding to the presumed 1,2-hydrogen shift and 1,2-alkyl shift to give 2-tetralone and 1-indancarbaldehyde, respectively, were located computationally. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|